Vacation Rentals in Monroe County

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Top Cities in Monroe County

Our top choices for Monroe County vacation rentals

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (325 reviews)
"The room was clean and the views from our rooms were amazing!!!"
United States
Elizabeth
$230 nightly
The price is $259
May 3 - May 4
Total with taxes and fees
Anchorage Resort & Yacht Club

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (954 reviews)
"Had a great time here. Towels were clean everyday, coffee was available at the bar at our convenience, check in was simple as well as the door lock, happy with our decision to stay here, This is our 2nd time here and we will be back again. "
United States
jennifer
$129 nightly
The price is $145
May 3 - May 4
Total with taxes and fees
Tropical Cottages

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (293 reviews)
"great place great views"
United States
Matthew
$294 nightly
The price is $331
May 7 - May 8
Total with taxes and fees
Yacht Haven Marina

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (148 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
$286 nightly
The price is $322
Apr 14 - Apr 15
Total with taxes and fees
Treasure Harbor

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,183 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
$137 nightly
The price is $152
May 10 - May 11
Total with taxes and fees
Knight's Key Suites

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,248 reviews)
"The pool was ok. It was crowded for most of our stay. "
United States
Teresa
$230 nightly
The price is $258
May 4 - May 5
Total with taxes and fees
Skipjack Resort & Marina

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (219 reviews)
"Convenient location, clean and well maintained property. Fun experience being on a houseboat. "
United States
Brooke
$338 nightly
The price is $380
May 3 - May 4
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Kings Kamp

Kings Kamp
2.5 star property
Key Largo
8.6 out of 10, Excellent, (35 reviews)
"A hidden gem!!! Can’t wait to come back!!!"
United States
Jason
$207 nightly
The price is $233
May 1 - May 2
Total with taxes and fees
Kings Kamp

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (320 reviews)
"Staff was great. Walking distance to No Name Pub. Water view was terrific. The bridge to nowhere was a good walk."
United States
Amado
$268 nightly
The price is $302
May 10 - May 11
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (156 reviews)
"Wonderful property and staff. Quite and beautiful!. "
United States
Ethan
$335 nightly
The price is $377
Apr 13 - Apr 14
Total with taxes and fees
Island Bay Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (655 reviews)
"Clean room, good staff and convenience location for a visit."
United States
Judbelth
$176 nightly
The price is $198
Apr 12 - Apr 13
Total with taxes and fees
Breezy Palms Resort

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (73 reviews)
"This place exceeded my expectations. Such a beautiful and quiet setting. Don't want to leave, but I will definitely be backa a beautiful "
United States
Beth
$748 nightly
The price is $842
Apr 13 - Apr 14
Total with taxes and fees
The Islands of Islamorada

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
$988 nightly
The price is $1,112
Apr 15 - Apr 16
Total with taxes and fees
Premium Floating Bungalow by Stay Ombi

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
$627 nightly
The price is $706
Apr 19 - Apr 20
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
$319 nightly
The price is $359
Apr 22 - Apr 23
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$975 nightly
The price is $1,097
Apr 12 - Apr 13
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
Old Town Key West
10.0 out of 10, Exceptional, (6 reviews)
"Property was clean and quiet nice amenities "
United States
Bradley
$753 nightly
The price is $848
Apr 15 - Apr 16
Total with taxes and fees
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Lighthouse Suites Collection

Lighthouse Suites Collection
4.0 star property
Old Town Key West
$834 nightly
The price is $930
Apr 15 - Apr 16
Total with taxes and fees
Lighthouse Suites Collection

Luxe Beachfront Villa

Luxe Beachfront Villa
3.0 star property
Matecumbe
$2,852 nightly
The price is $3,209
Apr 12 - Apr 13
Total with taxes and fees
Luxe Beachfront Villa

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
$1,506 nightly
The price is $1,694
May 5 - May 6
Total with taxes and fees
Contra House Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monroe County Hotel Reviews

Find out more about Monroe County

Discover your perfect Monroe County vacation rental with Expedia

How many vacation rentals are available in Monroe County?


Expedia has plenty of vacation rentals to choose from in and around  Monroe County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Monroe County?


The selection of Monroe County vacation rentals we have selected for you start as low as $145 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Monroe County?


Vacation rentals in Monroe County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Monroe County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Monroe County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Monroe County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Monroe County?


Find vacation rentals in Monroe County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Monroe County.  


What amenities are available in a vacation rental in Monroe County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Monroe County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Monroe County?   


Everytime is a great time to head to Monroe County! Staying in a Monroe County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Monroe County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Monroe County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Monroe County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Monroe County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.